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Ligand 2-aminoacrylate

Basic Ligand Information

Molecular Structure

Related pathways

Pathway Source

Pathways

KEGG

Cysteine and methionine metabolism, Pyrimidine metabolism

MetaCyc

(Z)-butanethial-S-oxide biosynthesis, (Z)-phenylmethanethial S-oxide biosynthesis, alliin metabolism, D-serine degradation, ethiin metabolism, felinine and 3-methyl-3-sulfanylbutan-1-ol biosynthesis, glutathione-mediated detoxification I, glycine betaine degradation I, glycine betaine degradation III, L-cysteine degradation II, L-methionine biosynthesis II, L-serine degradation, L-tryptophan degradation II (via pyruvate), methiin metabolism, propanethial S-oxide biosynthesis, purine nucleobases degradation II (anaerobic), uracil degradation III more

Show all BRENDA pathways known for 2-aminoacrylate

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

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Show Natural Substrate (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.5.99.10

2-aminoacrylate + H2O = pyruvate + NH3

758515

-

4.4.1.35

2-aminoprop-2-enoate = 2-iminopropanoate

741128

-

In Vivo Product in Enzyme-catalyzed Reactions (7 results)

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Show Natural Product (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.5.1.110

ureidoacrylate + H2O = aminoacrylate + NH3 + CO2

-

-

4.4.1.28

L-cysteine = 2-aminoprop-2-enoate + sulfide

-

-

4.4.1.35

L-cystine = L-thiocysteine + 2-aminoprop-2-enoate

-

-

4.4.1.4

(R)-S-(2-pyridyl)cysteine N-oxide = 2-sulfanylpyridine N-oxide + 2-aminoacrylate

-

1LK9, 3D-view

4.4.1.4

(S)-(2-pyrrolyl)cysteine = 2-pyrrolesulfenic acid + 2-aminoacrylate

-

1LK9, 3D-view

4.4.1.4

methiin = methanesulfenic acid + 2-aminoacrylate

-

1LK9, 3D-view

4.4.1.4

S-(methylthiomethyl)cysteine 4-oxide = (methylthio)methane-sulfenic acid + 2-aminoacrylate

-

1LK9, 3D-view

4.4.1.4

4 entries

Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Substrate (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.2.18

2-aminoacrylate + 5-phospho-alpha-D-ribose 1-diphosphate = N-(5-phospho-D-ribosyl)-2-aminoacrylate + diphosphate

735669

-

3.5.99.10

2-aminoacrylate + H2O = pyruvate + NH3

758515, 779224, 779286

-

4.4.1.35

2-aminoprop-2-enoate = 2-iminopropanoate

741128

-

Product in Enzyme-catalyzed Reactions (10 results)

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Show Product (10 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.47

O3-acetyl-L-serine = alpha-aminoacrylate

-

-

3.5.1.110

ureidoacrylate + H2O = aminoacrylate + NH3 + CO2

-

-

4.4.1.28

L-cysteine = 2-aminoprop-2-enoate + sulfide

-

-

4.4.1.35

L-cystine = L-thiocysteine + 2-aminoprop-2-enoate

-

-

4.4.1.4

(R)-S-(2-pyridyl)cysteine N-oxide = 2-sulfanylpyridine N-oxide + 2-aminoacrylate

-

1LK9, 3D-view

4.4.1.4

(S)-(2-pyrrolyl)cysteine = 2-pyrrolesulfenic acid + 2-aminoacrylate

-

1LK9, 3D-view

4.4.1.4

(S)-(2-pyrrolyl)cysteine S-oxide = 2-pyrrolesulfenic acid + 2-aminoacrylate

-

1LK9, 3D-view

4.4.1.4

(S)-(3-pyrrolyl)cysteine S-oxide = 3-pyrrolesulfenic acid + 2-aminoacrylate

-

1LK9, 3D-view

4.4.1.4

methiin = methanesulfenic acid + 2-aminoacrylate

-

1LK9, 3D-view

4.4.1.4

S-(methylthiomethyl)cysteine 4-oxide = (methylthio)methane-sulfenic acid + 2-aminoacrylate

-

1LK9, 3D-view

4.4.1.4

6 entries

3D Structure of Enzyme-Ligand-Complex (PDB) (36 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (36 entries)

EC NUMBER

ENZYME 3D STRUCTURE

1.7.1.17

7N2X, 3D-view

2.3.2.27

7B5M, 3D-view

2.3.2.31

7B5M, 3D-view

2.3.2.32

7B5M, 3D-view

2.7.11.1

7XZQ, 3D-view

2.7.11.1

7XZR, 3D-view

2.7.11.1

8WM0, 3D-view

2.7.11.1

7XZQ, 3D-view

2.7.11.1

7XZR, 3D-view

2.7.11.1

8WM0, 3D-view

2.7.11.1

7XZQ, 3D-view

2.7.11.1

7XZR, 3D-view

2.7.11.1

8WM0, 3D-view

2.7.11.1

7XZQ, 3D-view

2.7.11.1

7XZR, 3D-view

2.7.11.1

8WM0, 3D-view

2.7.11.1

7XZQ, 3D-view

2.7.11.1

7XZR, 3D-view

2.7.11.1

8WM0, 3D-view

2.7.11.1

15 entries

3.1.27.5

4OKF, 3D-view

3.4.19.12

5OE7, 3D-view

3.4.21.92

4MXI, 3D-view

3.5.2.6

7B3R, 3D-view

3.5.2.6

7B3S, 3D-view

3.5.2.6

7B3R, 3D-view

3.5.2.6

7B3S, 3D-view

3.5.2.6

7B3R, 3D-view

3.5.2.6

7B3S, 3D-view

3.5.2.6

7B3R, 3D-view

3.5.2.6

7B3S, 3D-view

3.5.2.6

7B3R, 3D-view

3.5.2.6

7B3S, 3D-view

3.5.2.6

10 entries

3.5.99.7

1TZM, 3D-view

4.1.99.2

6NV8, 3D-view

4.4.1.1

4IYO, 3D-view

4.4.1.4

1LK9, 3D-view

Enzyme Kinetic Parameters

References & Links

Literature References (5)

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Show Reference (5 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

735669

23363292

The substrate capture mechanism of Mycobacterium tuberculosis anthranilate phosphoribosyltransferase provides a mode for inhibition

2013

Castell, A.; Short, F.L.; Evans, G.L.; Cookson, T.V.; Bulloch, E.M.; Joseph, D.D.; Lee, C.E.; Parker, E.J.; Baker, E.N.; Lott, J.S.

Biochemistry

52

1776-1787

741128

-

Rapid purification and characterization of cystine lyase b from broccoli inflorescence

1999

Ukai, K.; Sekiya, J.

Phytochemistry

51

853-859

758515

31103411

Reactive enamines and imines in vivo lessons from the RidA paradigm

2019

Borchert, A.J.; Ernst, D.C.; Downs, D.M.

Trends Biochem. Sci.

44

849-860

779224

38801230

Site-directed mutagenesis reveals the interplay between stability, structure, and enzymatic activity in RidA from Capra hircus

2024

Rizzi, G.; Digiovanni, S.; Degani, G.; Barbiroli, A.; Di Pisa, F.; Popolo, L.; Visentin, C.; Vanoni, M.A.; Ricagno, S.

Protein Sci.

33

e5036

779286

32576850

Two novel fish paralogs provide insights into the Rid family of imine deaminases active in pre-empting enamine/imine metabolic damage

2020

Digiovanni, S.; Visentin, C.; Degani, G.; Barbiroli, A.; Chiara, M.; Regazzoni, L.; Di Pisa, F.; Borchert, A.J.; Downs, D.M.; Ricagno, S.; Vanoni, M.A.; Popolo, L.

Sci. Rep.

10

10135

Links to other databases for 2-aminoacrylate

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Show Links (1 entry)